As someone mentioned above, the trick is to be witty and avoid being a performing clown. Practice the art of wittiness.
I have have come to realize that making a girl laugh is like giving her a mini-orgasm. Think about it... an unexpected, involuntary release that you caused.
The clown does something silly and looks at the girl for signs of approval. Pathetic. The witty man plays with words, verbalizes observations of the environment, basically entertains himself. She is along for the ride. He doesn’t look at the woman for visual approval.
It is possible to find that balance between being witty and still convey a dark, mysterious side. It’s fine to alternate between the two. In fact, that polarity seems to be very effective in keeping her interested and mystified.
Why is humor so powerful? Most women by far have no sense of humor. Ever notice how when they try to make a joke, you think “WTF is that?! Leave the humor to the professionals!” They try to make a joke but it usually defies logic and it’s decidedly unfunny. It’s uncanny how non-funny they are when they try to be funny
In fact, I use that line about leaving humor to the professionals on my fiancé. It’s a great way to establish dominance in a light- hearted way.
Women LOVE a man who demonstrates wit without entering clown territory.
Another thing they love is imitations. You need to be good at it though. Nothing falls hard like a lead balloon as a try-hard imitation that doesn’t work. If you’ve got a knack for that, use it sparingly, but use it. More mini-orgasms!
If I were to nutshell this rambling post of mine, I would say: Use wit to entertain yourself. She is along for YOUR ride and will enjoy it too. Don’t clown to seek approval. Make it obvious that your humor is for you first, then for her. If you find yourself looking at her to see if she laughs, you are broadcasting insecurity and clown mentality.